(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

Base Information

Chemical Name:(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol
CAS No.:863453-51-4
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

Synonyms:(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

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Chemical Property of (E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

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Technology Process of (E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

There total 4 articles about (E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 863453-50-3
(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-acrylic acid methyl ester

: 863453-51-4
(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 4h;
DOI:10.1016/j.bmcl.2005.05.065

Reference yield:

: 863453-34-3
(E)-3-((4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-acrylic acid methyl ester

: 863453-51-4
(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 96 percent / DIBAL-H / CH₂Cl₂ / 4 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.065

Reference yield:

: 25581-41-3
D-erythronolactone acetonide

: 863453-51-4
(E)-3-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methyl-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DIBAL-H / CH₂Cl₂ / 3 h / -78 °C

2: 95 percent / toluene / 1 h / Heating

3: 95 percent / imidazole / dimethylformamide / 3 h / 20 °C

4: 96 percent / DIBAL-H / CH₂Cl₂ / 4 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene; 2: Wittig reaction;
DOI:10.1016/j.bmcl.2005.05.065